Prodigiosin hydrochloride
SIGMA/P0103 - from Serratia marcescens, ≥98% (HPLC), powder
Synonym: 2,2′-Bi-1H-Pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl; 2-
CAS Number: 56144-17-3
Empirical Formula (Hill Notation): C20H25N3O · HCl
Molecular Weight: 359.89
Linear Formula: C20H25N3O · HCl
Product Type: Chemical
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| assay | ≥98% (HPLC) |
| biological source | Serratia marcescens |
| form | powder |
| Quality Level | 200  |
| shipped in | wet ice |
| solubility | acetonitrile: soluble |
| chloroform: soluble | |
| DMSO: soluble | |
| H2O: insoluble | |
| methanol: soluble | |
| storage temp. | −20°C |
| Biochem/physiol Actions: | Prodigiosin (PG) exhibits antibacterial, anticancer, cytotoxic, immunosuppressive and antiproliferative activities. Prodigiosin stimulates apoptosis in hematopoietic cancer cells and in cells derived from other human cancers, such as gastric and colon, with no marked toxicity in nonmalignant cell lines. In addition, prodigiosin also has p53-independent anti-proliferative activity. Experimental studies show that prodigiosin promotes various cellular processes such as cell shrinkage, chromatin condensation, restructuring of actin microfilament network and detachment of cells from the cell culture substrate. Different targets and mechanisms of action were described for prodigiosin, including induction of single- and double stranded DNA breaks modulation of pH, regulation of mitogen-activated protein kinase, and inhibition of cell cycle progression. |
| Biochem/physiol Actions: | Prodigiosin, a tripyrrole red pigment biosynthesized by Serratia marcescens and other bacteria, exhibits antibacterial, anticancer, cytotoxic, immunosuppressive, and antiproliferative activities. Prodigiosin induces apoptosis in hematopoietic cancer cells and cells derived from other human cancers, including gastric and colon with no marked toxicity in nonmalignant cell lines. Morphological analysis of prodigiosin-treated cells demonstrated that prodigiosin induces cell shrinkage, chromatin condensation, reorganization of actin microfilament architecture, and detachment of cells from the cell culture substrate. Different targets and mechanisms of action are described for prodigiosin, including induction of single- and double-strand DNA breaks, modulation of pH, regulation of mitogen-activated protein kinase, and inhibition of cell cycle progression. |
| Biochem/physiol Actions: | Prodigiosin, a tripyrrole red pigment biosynthesized by Serratia marcescens and other bacteria, induces apoptosis and exhibits antibacterial, anticancer, cytotoxic, immunosuppressive, and antiproliferative activities. |
| General description: | Prodigiosin is a red pigment with common pyrrolyl pyrromethene skeleton and is biosynthesized by Serratia marcescens and other bacteria. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |